A1 Journal article (refereed)
Boron-nitrogen substituted dihydroindeno[1,2-b]fluorene derivatives as acceptors in organic solar cells (2019)

Morgan, M. M., Nazari, M., Pickl, T., Rautiainen, J. M., Tuononen, H. M., Piers, W. E., Welch, G. C., & Gelfand, B. S. (2019). Boron-nitrogen substituted dihydroindeno[1,2-b]fluorene derivatives as acceptors in organic solar cells. Chemical Communications, 55(74), 11095-11098. https://doi.org/10.1039/C9CC05103A

JYU authors or editors

Rautiainen, Mikko
Tuononen, Heikki

Publication details

All authors or editors: Morgan, Matthew M.; Nazari, Maryam; Pickl, Thomas; Rautiainen, J. Mikko; Tuononen, Heikki M.; Piers, Warren E.; Welch, Gregory C.; Gelfand, Benjamin S.

Journal or series: Chemical Communications

ISSN: 1359-7345

eISSN: 1364-548X

Publication year: 2019

Volume: 55

Issue number: 74

Pages range: 11095-11098

Publisher: Royal Society of Chemistry

Publication country: United Kingdom

Publication language: English

DOI: https://doi.org/10.1039/C9CC05103A

Publication open access: Not open

Publication channel open access:

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/67382

Abstract

The electrophilic borylation of 2,5-diarylpyrazines results in the formation of boron–nitrogen doped dihydroindeno[1,2-b]fluorene which can be synthesized using standard Schlenk techniques and worked up and handled readily under atmospheric conditions. Through transmetallation via diarylzinc reagents a series of derivatives were synthesized which show broad visible to near-IR light absorption profiles that highlight the versatility of this BN substituted core for use in optoelectronic devices. The synthesis is efficient, scalable and allows for tuning through changes in substituents on the planar heterocyclic core and at boron. Exploratory evaluation in organic solar cell devices as non-fullerene acceptors gave power conversion efficiencies of 2%.

Keywords: PAH compounds; photochemistry; solar cells

Fields of science: